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Palladium-Catalyzed Enantioselective Redox-Relay Heck Alkynylation of Alkenols To Access Propargylic Stereocenters.

ABSTRACT: An enantioselective redox-relay Heck alkynylation of di- and trisubstituted alkenols to construct propargylic stereocenters is disclosed using a new pyridine oxazoline ligand. This strategy allows direct access to chiral ?-alkynyl carbonyl compounds employing allylic alcohol substrates in contrast to more traditional conjugate addition methods.

SUBMITTER: Chen ZM 

PROVIDER: S-EPMC5528850 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature

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Palladium-Catalyzed Enantioselective Redox-Relay Heck Alkynylation of Alkenols To Access Propargylic Stereocenters.

Chen Zhi-Min ZM   Nervig Christine S CS   DeLuca Ryan J RJ   Sigman Matthew S MS  

Angewandte Chemie (International ed. in English) 20170503 23

An enantioselective redox-relay Heck alkynylation of di- and trisubstituted alkenols to construct propargylic stereocenters is disclosed using a new pyridine oxazoline ligand. This strategy allows direct access to chiral β-alkynyl carbonyl compounds employing allylic alcohol substrates in contrast to more traditional conjugate addition methods. ...[more]

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